CN105324105A - Compositions and their use to treat complications of aneurysmal subarachnoid hemorrhage - Google Patents

Compositions and their use to treat complications of aneurysmal subarachnoid hemorrhage Download PDF

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Publication number
CN105324105A
CN105324105A CN201480034726.5A CN201480034726A CN105324105A CN 105324105 A CN105324105 A CN 105324105A CN 201480034726 A CN201480034726 A CN 201480034726A CN 105324105 A CN105324105 A CN 105324105A
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Prior art keywords
hair
ion
general formula
dyestuff
hair dyeing
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Chinese (zh)
Inventor
秋叶光弘
铃木健一郎
权田通博
矶边昌敏
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Hodogaya Chemical Co Ltd
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Hodogaya Chemical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B26/00—Hydrazone dyes; Triazene dyes
    • C09B26/02—Hydrazone dyes
    • C09B26/04—Hydrazone dyes cationic
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • A61K8/492—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid having condensed rings, e.g. indol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/42—Colour properties
    • A61K2800/43—Pigments; Dyes
    • A61K2800/432—Direct dyes
    • A61K2800/4322—Direct dyes in preparations for temporarily coloring the hair further containing an oxidizing agent

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

The described invention provides a method for treating an interruption of a cerebral artery in a subarachnoid space at risk of interruption caused by brain injury in a mammal, which reduces signs or symptoms of at least one delayed complication associated with brain injury using a flowable sustained release particulate composition.

Description

Yellow is hair dyeing dyestuff, hair dye composition and hair colouring methods
Technical field
The present invention relates to hair dyeing dyestuff, hair dye composition and hair colouring methods.More specifically, relate to hair dyeing dyestuff that be suitable for the dyeing of the keratin fiber contained in the hair of people and the hair of domestic animal, that comprise the dye of positive ion and hair dye composition and employ the hair colouring methods of this hair dye composition.
Background technology
The type of hair dyeing can be roughly divided into usually: by being mixed with hydrogenperoxide steam generator in use by the oxidation dyes such as p-phenylenediamine (PPD), utilize hydrogen peroxide by the melanin decolorization in hair, simultaneous oxidation dyestuff carries out oxidative color-developing to carry out the chemical reaction type (hair dye, oxidativehaircolorants (oxidizing hair coloring agents)) of having hair dyed; With by the physical absorption of the direct dyes such as acid stain, basic stain in having positive charge, the keratin fiber of negative charge carries out the physisorption type (hair dye, haircolorants (hair coloring agents)) of having hair dyed.
The major part of coloring hairs is the colouring method using oxidation dye, and it gives colourless precursor substance to hair, makes this precursor substance carry out oxidation polymerization, forms huge coloring material.Although can keep stable hair dyeing for a long time, the oxidation dye of diamidogen system has the composition producing skin allergic reaction (chafing) due to body constitution once in a while.In addition, as other composition, containing alkaline agents such as ammonia, therefore there is the shortcoming of damage hair and so on.
On the other hand, as by representational product temporarily painted for hair, hair cream (hairmanicure), painted conditioner (colortreatment), painted hair conditioner (colorrinse) is had.The primary dye of the type is the acid stain used in cosmetics, and compared with previous oxidation dye, allergy is low, even therefore have the people, the also operable advantage that produce chafing due to hair dye.In addition, owing to not using alkaline agent, few to the damage of hair.But, compared with the oxidation dye of chemical reaction type, shortcoming of easily decolouring etc. when there is hair washing.
As middle coloring agent used such as this hair cream that hair is temporarily painted, except acid stain, also use basic stain etc., but the fastness of the hair dyeing utilizing them to realize has moderate.Among basic stain, fast light fastness, the shampoo fastness of the hair dyeing particularly utilizing the dye of positive ion to realize are low.
Toning such as can by being undertaken three primary colors (yellow, red, the blue) combination in any of dyestuff, cooperation.When response type hair dye, for each color code, change the blending ratio with oxidant, but color during hair dyeing is mostly different from color code.On the other hand, when the hair dyes such as hair cream, coordinate each dyestuff developed the color to use, therefore there is the advantage of the color code easily adjusting to target.
As middle hair dyes used such as hair cream, dark brown system is many, but in the alkaline direct dyes used, yellow system or yellow orange colour system, in dyeability, its tone, fastness, the situation of excellence is few.In addition, the situation of the mutagenicity positive is many, and the high hair dyeing dyestuff of safety is limited.And then, expect cheapness and the hair dye composition that dyeability is good, equalization is good.
As the above-mentioned alkaline direct dyes of use, by the method that the hair of people, the keratin fiber of domestic animal dye hastily, in the known solvent being suitable for dyeing, the method (such as with reference to patent documentation 1) using triarylmethane based dye, cationic azo dye, methine dyes or azomethine dyes etc. to carry out dyeing; By the method (such as with reference to patent documentation 2) of the dye of positive ion by the coloring hairs containing keratic fiber, particularly people.
Prior art document
Patent documentation
Patent documentation 1: Japanese Unexamined Patent Publication 2004-285048 publication
Patent documentation 2: Japanese Kohyo 8-507545 publication
Patent documentation 3: Japanese Laid-Open Patent Publication 62-156165 publication
Summary of the invention
the problem that invention will solve
But present situation is, although the dye of positive ion is owing to having high dyeability, be suitable for the dyeing of the hair of people and the hair of domestic animal, in the fast light fastness, shampoo fastness of hair dyeing, can not get the result making us fully being satisfied with.
The object of the invention is to, provide that dyeability is excellent, water-soluble good and then the hair dyeing dyestuff of fast light fastness and shampoo fastness excellence and containing its hair dye composition.
for the scheme of dealing with problems
The present invention carries out further investigation result and obtains in order to solve the problem, purport is following content.
That is, the invention provides the hair dyeing dyestuff comprising compound shown in following general formula (I).
[in formula, R 1, R 2and R 3represent that the carbon number of hydrogen atom, straight or branched be the alkyl of 1 ~ 6 or the carbon number of straight or branched is the alkoxyl of 1 ~ 6 independently of one another, An -represent inorganic anion or organic anion.]
Although the hair dyeing dyestuff comprising compound shown in above-mentioned general formula (I) belongs to yellow cation dyestuff, but the discoveries such as the present inventor, this compound is excellent for the dyeability of the keratin fiber contained in the hair of people, the hair of domestic animal etc., and water-soluble is good, fast light fastness and shampoo fastness excellence.It should be noted that, if combinationally use penetrating agent, solvent, dyeability improves further.
In addition, the hair dyeing dyestuff comprising compound shown in general formula (I) has following advantage: at 15 DEG C ~ 45 DEG C of the temperature as practicality, even if when not using penetrating agent, solvent, also can by aqueous dye solutions direct staining.And then, by being refined by dyestuff, can easily provide mutagenicity to be the compound of negative safety.
It should be noted that, compound shown in general formula (I) also can represent with the resonant structure form shown in following general formula (I ') (below for having the compound with general formula (I) same skeleton, omitting the record of resonant structure).
[in formula, R 1, R 2, R 3and An -represent the meaning described in aforementioned formula (I)].
In general formula (I), R 1, R 2and R 3for methyl, An -for the compound of chloride ion, be known dyestuff (such as patent documentation 3) as the C.I. basic yellow 29 (CAS. numbering 39279-59-9) shown in following structural formula (II).Known in addition, this dyestuff by with sulfonic group bonding, the acrylic fiber as synthetic fibers can be dyeed.The discoveries such as the present inventor, yellow system hair dyeing dyestuff containing compound general formula (I) Suo Shi, with as having hair dyed with compared with the basic yellow colour system dyestuffs such as the basic yellow 57 (compound shown in following formula (III)) that used or basic yellow 87 (compound shown in following formula (IV)), dyeing concentration for hair is high, the fast light fastness of product dyed thereby is excellent in addition, particularly shampoo fastness is especially excellent, and the main component as the hair dyeing dyestuff of dark brown ~ black is useful.
In addition, the invention provides a kind of hair dye composition, it comprises: the hair dyeing dyestuff containing compound above-mentioned general formula (I) Suo Shi; Be selected from least one auxiliary agent in the group be made up of wetting agent, sweller, penetrating agent, solvent, pH adjusting agent, surfactant, spice and thickening agent; And water.
This hair dye composition can be used as so-called hair dye, plays excellent dyeability, fast light fastness and shampoo fastness.
The present invention and then the hair colouring methods employing above-mentioned hair dye composition is provided.
the effect of invention
According to the present invention, the high dyeability and good water solubility properties that effectively utilize the dye of positive ion containing compound shown in general formula (I) are provided, are suitable for the hair dye composition of the yellow system hair dyeing dyestuff of dyeing of keratin fiber and the tone of the wide ranges of yellow ~ dark brown ~ black contained in the hair of the hair of people, domestic animal etc.In addition, hair dyeing dyestuff of the present invention and hair dye composition are compared with the dye of positive ion as hair dyeing dyestuff in the past, and particularly shampoo fastness is excellent, and fast light fastness is also good.
And then hair dye composition of the present invention can use in the wide region that pH value is 4 ~ 9.Hair dyeing dyestuff containing compound general formula (I) Suo Shi, as himself yellow system, dyeability, fastness are excellent, hair can be dyeed equably, by with red colour system hair dyestuff, blue series hair dye combinations, also can mix colours as yellow ~ dark brown ~ black system.Therefore, the hair dyeing dyestuff containing compound shown in general formula (I) of the present invention, can provide cheap and equalization good, the hair dye composition of wide region tone.
Detailed description of the invention
Below embodiments of the present invention are described in detail.It should be noted that, the present invention not limit by following embodiment, can various distortion be carried out implement in the scope of its purport.
Hair dyeing dyestuff of the present invention contains the compound shown in above-mentioned general formula (I), is the dyestuff of the yellow system being categorized as methine dyes.Compound shown in general formula (I) can be synthesized by known method, such as, can be synthesized by following method.
By the anil shown in following general formula (i) in acid condition, in water after diazotising, with the indolenine derivatives reaction shown in following formula (ii), then alkylsurfuric acid etc. is used to carry out quaternary, utilize Sal etc. to saltout, obtain the compound shown in general formula (I) thus.
In general formula (I), R 1, R 2and R 3represent that the carbon number of hydrogen atom, straight or branched be the alkyl of 1 ~ 6 or the carbon number of straight or branched is the alkoxyl of 1 ~ 6 independently of one another.Carbon number as straight or branched is the alkyl of 1 ~ 6, specifically, can list methyl, ethyl, propyl group, normal-butyl, isobutyl group, the tert-butyl group, n-pentyl, isopentyl, n-hexyl etc.Carbon number as straight or branched is the alkyl of 1 ~ 6, and the carbon number being preferably straight or branched is the alkyl of 1 ~ 4, is particularly preferably methyl.In addition, the carbon number as straight or branched is the alkoxyl of 1 ~ 6, specifically, can list methoxyl group, ethyoxyl, propoxyl group, n-butoxy, isobutoxy, tert-butoxy, isopropoxy, amoxy, isoamoxy etc.Carbon number as straight or branched is the alkoxyl of 1 ~ 6, and the carbon number being preferably straight or branched is the alkoxyl of 1 ~ 4, is particularly preferably methoxyl group.
In general formula (I), R 1the carbon number being preferably straight or branched is the alkyl of 1 ~ 4, is more preferably methyl.In addition, R 2the carbon number being preferably straight or branched is the alkyl of 1 ~ 4, is more preferably methyl.In addition, R 3be preferably hydrogen atom, the carbon number of straight or branched is the alkyl of 1 ~ 4, the carbon number of straight or branched is the alkoxyl of 1 ~ 4, be more preferably hydrogen atom, methyl or methoxy, be particularly preferably methyl.
In general formula (I), as R 1, R 2and R 3combination, preferred R 1, R 2and R 3in at least one be the carbon number of straight or branched be the alkyl of 1 ~ 4, more preferably R 1and R 2be all methyl, preferred R further 1, R 2and R 3it is all methyl.
In general formula (I), An -represent inorganic anion or organic anion.
As inorganic anion, specifically, chloride ion, bromide ion, iodide ion, sulfate ion, phosphate anion etc. can be listed.Among them, be preferably chloride ion.It should be noted that, these inorganic anions can by adding hydrochloric acid after methine dyes synthesis respectively, hydrobromic acid, hydroiodic acid, sulphuric acid, phosphoric acid imports.
As organic anion, specifically, acetate ion, oxalate denominationby, tosylate ion, trifluoromethanesulfonic acid radical ion, p-methyl benzenesulfonic acid radical ion, benzenesulfonate ion, monomethyl sulfate ion, single ethyl sulfuric acid radical ion etc. can be listed.These organic anions can by adding acetic acid after methine dyes synthesis respectively, oxalic acid, methanesulfonic acid, trifluoromethanesulfonic acid, p-methyl benzenesulfonic acid, benzenesulfonic acid, monomethyl sulfonic acid, single ethylsulfonic acid import.
An -be preferably inorganic anion or monoalkyl sulfate ion, be more preferably chloride ion or monomethyl sulfate ion, be particularly preferably chloride ion.
The embodiment of hair dye composition of the present invention is the mode as so-called hair dye (haircolorants), comprises: the hair dyeing dyestuff containing compound general formula (I) Suo Shi; Be selected from least one auxiliary agent in the group be made up of wetting agent, sweller, penetrating agent, solvent, pH adjusting agent, surfactant, spice and thickening agent; And water.
As wetting agent, glycerol, propylene glycol, glucitols, 1,3 butylene glycol, polyethylene glycols etc. can be listed.When using wetting agent, its content, by the total amount benchmark of hair dye composition, is preferably 0.1 ~ 20 quality %, is more preferably 0.5 ~ 10 quality %.
As sweller, the aqueous alkali containing ammonia (ammonium hydroxide) or monoethanolamine (MEA) can be listed.When using sweller, its content, by the total amount benchmark of hair dye composition, is preferably 0.1 ~ 20 quality %, is more preferably 0.5 ~ 10 quality %.
In addition, as penetrating agent, solvent, ethanol, 1-propanol, 2-propanol, n-butyl alcohol, 2-butanols, butyl cellosolve etc. can be listed there is the monohydric alcohol that carbon number is the alkyl of 1 ~ 6; 1,3-PD, butanediol, pentanediol, hexanediol, hexanetriol, heptandiol, heptan triol, ethohexadiol, pungent triol, isoprene, 1,2-PD, glycerol, the carbon number such as carbiphene be 3 ~ 8 polyhydric alcohol or its ether; It is liquid N-alkyl pyrrolidone under METHYLPYRROLIDONE, N-ethyl-2-pyrrolidone, N-propyl group-2-Pyrrolidone, N-butyl-room temperature such as 2-Pyrrolidone, CHP; The alkylene carbonates such as ethylene carbonate, propylene carbonate (lower alkylene ester); Benzyloxyethoxy ethanol, benzyl alcohol, BOE, cinnamyl alcohol, para-methoxybenzyl alcohol, to aromatic alcohols such as methylbenzyl alcohol, phenyl phenol, phenoxy group isopropyl alcohol, 2-benzyl ethyl alcohol, beta-phenyl ethanol.Among them, be preferably aromatic alcohols or N-alkyl pyrrolidone, be more preferably benzyl alcohol, Benzyloxyethoxy ethanol, BOE.When using penetrating agent, solvent, its content, by the total amount benchmark of hair dye composition, is preferably 2 ~ 40 quality %, is more preferably 5 ~ 20 quality %.
As pH adjusting agent, phosphoric acid, lactic acid-acid such as sodium lactate, citric acid-sodium citrate can be listed; The alkali such as ammonia, sodium hydroxide, potassium hydroxide, sodium carbonate.When using pH adjusting agent, its content, by the total amount benchmark of hair dye composition, is preferably 0.1 ~ 10 quality %, is more preferably 0.5 ~ 5 quality %.
As surfactant, main use cationic surfactant or non-ionic surface active agent.Specifically, sugar alcohol ethers, the polyoxyethylene sorbitan fatty acid esters etc. such as the silicone compounds such as polysiloxanes, polyoxyethylene ether, polyoxyethylene fatty acid ester, polyglyceryl fatty acid ester, aliphatic amine and quaternary ammonium salt (trimethyl stearyl ammonium chloride etc.), sorbitol alkyl ether can be listed, but be not limited to them.Among them, be preferably polyoxyethylene sorbitan fatty acid ester.By using polyoxyethylene sorbitan fatty acid ester, effect (preventing skin contamination performance) being reduced to the pollution of skin and improves further.
As polyoxyethylene sorbitan fatty acid ester, be preferably selected from least one in the group be made up of polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate and polyoxyethylene sorbitan monoleate.
When using surfactant, from the viewpoint of the pollution reduced skin, its content, by the total amount benchmark of hair dye composition, is preferably 0.1 ~ 20 quality %, is more preferably 0.5 ~ 10 quality %.
As spice, vanillin can be listed, cinnamyl alcohol, heliotropin, coumarin, 2-methyl-3-(3, 4-methylenedioxy-phenyl)-propionic aldehyde, 4-(4-hydroxy phenyl)-2-butanone, benzaldehyde, para-methoxybenzyl alcohol, 3, 4-dimethoxy benzaldehyde, piperitol acetas, phenylacetaldehydedimethyl acetal, phenyl phenol, ethylalbenzene glycerine acetal, furanone, sugar lactone (SugarLactone), maltol, ethyl maltol, ethyl diethylene glycol, benzyl acetate, linalool, Camphora, terpinol, citronellol, geraniol, 2, 6-nonadienal, carbonic acid first monooctyl ester, 3, 7-dimethyl-2, 6-octadiene aldehyde, aldehyde C-9 etc.When using spice, its content, by the total amount benchmark of hair dye composition, is preferably 0.00001 ~ 2 quality %.
As thickening agent, guar gum and derivant thereof, hydroxyethyl-cellulose, xanthan gum, collagen, gelatin, sanlose, Carbopol (registered trade mark), sodium alginate, Radix Acaciae senegalis (Gumarabic) can be listed, be derived from the thickening agent of cellulose derivative and poly-(oxirane).These thickening agents have hair dye composition high viscosity, the effect forming the colloidal of the form as processing ease.When using thickening agent, its content, by the total amount benchmark of hair dye composition, is preferably 0.1 ~ 20 quality %, is more preferably 0.5 ~ 10 quality %.
The water used in hair dye composition of the present invention is not particularly limited, ion exchange water, purified water, water purification etc. can be used.
Hair dyeing dyestuff containing compound shown in general formula (I) of the present invention is hair dyeing dyestuff as himself yellow, and dyeability, fastness are excellent, hair can be dyeed equably.In addition, by by the hair dyeing dyestuff containing compound general formula (I) Suo Shi and blue series hair dyestuff and red colour system hair dye combinations, also can mix colours as yellow ~ dark brown ~ black system.
As combined blue series hair dyestuff, the basic stains such as Blue 75,99 can be listed; The disperse dyes such as disperse blue 3,7,377; The HC dyestuffs etc. such as HC indigo plant 2,7,11,12,14,15,16,17, but be preferably Blue 75.
As combined red colour system hair dyestuff, the basic stains such as alkalescence red 51,76 can be listed; Dispersion red 11,15, the disperse dyes such as 17; The HC dyestuffs such as HC red 1,3,7,10,11,13,16, but be preferably alkalescence red 51.
In addition, violet hair dyestuff also can be used to come alternative blue series hair dyestuff or red colour system hair dyestuff.As violet hair dyestuff, can list alkaline purple 1,2, the basic stains such as 14; The disperse dyes such as disperse violet 1,4,8,11,13,15; The HC dyestuffs such as HC purple 1,2.
In the embodiment of hair dye composition of the present invention, preferably, hair dyeing dyestuff containing compound general formula (I) Suo Shi is set to 0.001 ~ 5 quality % by the total amount benchmark of hair dye composition, and remainder is set at least one auxiliary agent in the group being selected from and being made up of wetting agent, sweller, penetrating agent, solvent, pH adjusting agent, surfactant, spice and thickening agent and water.If hair dyeing dyestuff containing quantity not sufficient 0.001 quality %; be difficult to obtain tone and maintain and the effect of equalization, even if add the amount more than 5 quality %, the effect raising of dyeing etc. also could reduce.The content of hair dyeing dyestuff, by the total amount benchmark of hair dye composition, is preferably 0.01 ~ 5 quality %, is more preferably 0.05 ~ 2 quality %.
The pH value of hair dye composition of the present invention is preferably 4 ~ 9, is more preferably 5 ~ 7.The pH value of hair dye composition can be adjusted by known method, but preferably uses the pH adjusting agents such as citric acid monohydrate compound, citrate trisodium dihydrate to carry out.Namely, such as, when manufacturing the hair dye composition of pH6, citric acid monohydrate compound and citrate trisodium dihydrate are dissolved in water, after manufacturing the aqueous solution of pH6 in advance, in this aqueous solution, add the hair dye dyestuff containing compound shown in general formula (I) and other additive (auxiliary agent etc.) as required, the hair dye composition of pH6 can be obtained thus.
In hair dye composition of the present invention, in the scope that can not hinder effect of the present invention, also can add known cosmetic ingredient.As the cosmetic ingredient that can add, higher alcohol, vaseline, polyhydric alcohol, esters, antiseptic, antibacterial, silicone derivative, water soluble polymer etc. can be listed.
The hair dye composition of the invention described above is used in hair colouring methods of the present invention.Specifically, such as can to contact with hair dye composition of the present invention and have hair dyed by making the object of having hair dyed such as the hair of people, the hair of domestic animal.Hair dyeing temperature is preferably 5 ~ 60 DEG C, if consider near scalp, is more preferably 15 ~ 45 DEG C.Dyeing time is preferably 5 ~ 60 minutes, is more preferably 10 ~ 30 minutes.
After hair dyeing, usually carry out post processings such as washing, dry.Washing proceeds to hair dye color and does not have stripping completely, such as, by utilizing 5 ~ 40 DEG C, the flowing water of 5 ~ 15L/ minute, does the wash 0.5 ~ 2 minute to carry out.Drying after washing can be natural drying (at usual 5 ~ 40 DEG C 10 minutes ~ 10 hours), also can use air drier (at usual 40 ~ 60 DEG C 10 minutes ~ 10 hours) as required.
In addition, after washing, can soap.Soaping such as by using appropriate liquid of soaping (mixed liquor of shampoo and warm water), usually washing 1 ~ 10 minute at the temperature of 15 ~ 50 DEG C, carrying out washing until liquid of soaping is completely removed to carry out.
Embodiment
Based on embodiment, the present invention is described in more detail below, but the present invention is not by any restriction of following embodiment.
In following embodiment and comparative example, each dyestuff name abbreviation as described below.
C.I. basic yellow 29: yellow 29
C.I. basic yellow 57: yellow 57
C.I. basic yellow 87: yellow 87
C.I. bismarck brown 16: palm fibre 16
C.I. alkaline red 51: red 51
C.I. Blue 75: blue 75
In following embodiment and comparative example, the evaluation of the test sample obtained uses spectrocolorimeter (COLORTECHNOSYSTEMCORPORATION, JS555) to carry out.In addition, dyeing concentration (K/Sd) calculates according to following step.With the reflectance (R under each wavelength (λ) of the test sample of (hair dyeing) after (poliosis) before the hair dyeing of spectrocolorimeter mensuration and hair dyeing λ), use following Kubelka-Munk formula, calculate optical concentration (K/S).The value that the optical concentration (K/S) deducting poliosis by the optical concentration of having hair dyed (K/S) obtains is obtained as dyeing concentration (K/Sd).
Kubelka-Munk formula
K/S＝Σ(1-R λ) 2/2R λ
R λ: the reflectance under wavelength (λ)
λ: 400 ~ 700nm (10nm interval)
Color uses CIEL*a*b* color specification system, measures L*, a* and b* by spectrocolorimeter.L* is brightness, and larger then painted intensity is less.A* and b* is the colourity representing tone and chroma.A* corresponds to red/green one countershaft, just for red, bear as green.B* is countershaft corresponding to yellow/blue one, is just Huang, bears as indigo plant.
In addition, color (L*, a*, b*) is measured respectively for the test sample before hair dyeing and after hair dyeing, by the value of its difference Δ L*, Δ a* and Δ b*, calculate aberration Δ E* by following formula.
ΔE*＝{(ΔL*) 2+(Δa*) 2+(Δb*) 2} 1/2
[embodiment 1]
As shown in table 1, as pH adjusting agent, by citric acid H 2o1g and citric acid three Na2H 2o11g is dissolved in ion exchange water, manufactures aqueous solution (water+pH adjusting agent) 1kg of pH6.To the aqueous solution of obtained pH6, coordinate the Huang 29 as dyestuff and the Benzyloxyethoxy ethanol as penetrating agent using composition table 2 Suo Shi, manufacture the hair dye compositions of pH6.Measure manufactured hair dye compositions 10g, add people's poliosis (100%, Beaulaxcoltd, goods number BM-W-A) 1g, dye 20 minutes at 45 DEG C.The flowing water of 15 ~ 25 DEG C (, about 1 minute) are washed in obtained hair dyeing, after soaping under following soaping condition, carry out washing the flowing water of 15 ~ 25 DEG C (, about 1 minute), carry out natural drying under room temperature (about 20 DEG C), obtain thus testing sample.It should be noted that, in following embodiment and comparative example, the pH regulator of hair dye compositions carries out based on table 1.In table, concentration (g/kg) represents the concentration of the pH adjusting agent in aqueous solution.
[soaping condition]
To soap liquid: 5% lauryl sulfate sodium water solution
Bath raio: 1:10 (the liquid quality of soaping relative to hair dyeing quality 1g)
Treatment temperature: 45 DEG C
Processing time: 5 minutes
[table 1]
[table 2]
[comparative example 1]
As dyestuff, use yellow 57 to substitute yellow 29, in addition by the method identical with embodiment 1, obtain testing sample.It should be noted that, yellow 57 for be published in the JapanHairColorIndustryAssociation kind II that " the pigment detail list (dye woollen To coordinates In I Ru pigment リ ス ト) of hair dye can be matched with " following formula (III) shown in dyestuff, for as the yellow commercially available compound of Arianor Caulis et Folium Oryzae.
[comparative example 2]
As dyestuff, use yellow 87 to substitute yellow 29, in addition by the method identical with embodiment 1, obtain testing sample.It should be noted that, yellow 87 for be published in the JapanHairColorIndustryAssociation kind III that " the pigment detail list (dye woollen To coordinates In I Ru pigment リ ス ト) of hair dye can be matched with " following formula (IV) shown in commercially available dyestuff.
For each test sample obtained in embodiment 1, comparative example 1 and comparative example 2, utilize spectrocolorimeter to measure color, obtain dyeing concentration (K/Sd) and color (L*, a*, b*).Result is as shown in table 3.
[table 3]
K/Sd L* a* b*
Embodiment 1 (yellow 29) 96.5 68.98 18.83 72.42
Comparative example 1 (yellow 57) 28.5 74.73 1.68 47.03
Comparative example 2 (yellow 87) 65.5 74.04 1.64 68.74
As shown in table 3, Huang 29 presents the yellow of standard, and dyeability is also good.On the other hand, yellow 57 is faint yellow, and yellow 87 is yellow light a little.
[embodiment 2] (test of shampoo fastness)
For the test sample of the Huang 29 obtained in embodiment 1, carry out shampoo fastness test shown below, the dyeing concentration (K/Sd) before and after determination test and aberration (Δ E*).Result is as shown in table 4.It should be noted that, in table, the ratio of the dyeing concentration before residual rate (%) refers to the dyeing concentration after test and tests.
[test of shampoo fastness]
For test sample, after following (1) shampoo process, carry out (2) combing process, using this as once-through operation, repeat this and operate after 5 times, under room temperature (about 20 DEG C), carry out natural drying.
(1) shampoo treatment conditions
Shampoo liquid: 5% lauryl sulfate sodium water solution
Bath raio: 1:10 (the shampoo liquid quality relative to hair dyeing quality 1g)
Treatment temperature: 45 DEG C
Processing time: 20 minutes
Post processing: washing
(2) combing treatment conditions
Combing liquid: 5% trimethyl stearyl ammonium chloride aqueous solution
Bath raio: 1:10 (the combing liquid quality relative to hair dyeing quality 1g)
Treatment temperature: 45 DEG C
Processing time: 20 minutes
Post processing: washing
[comparative example 3]
For the test sample of the Huang 87 obtained in comparative example 2, carry out the test of shampoo fastness similarly to Example 2, the dyeing concentration (K/Sd) before and after determination test and aberration (Δ E*).Result is as shown in table 4.
[table 4]
As shown in Table 4, yellow 29 compared with the Huang 87 of commercially available product, and residual rate is high, and aberration is also little in addition, is the dyestuff that shampoo fastness is extremely excellent.
[embodiment 3, embodiment 4]
According to table 1, manufacture the aqueous solution of pH5, pH7, use the aqueous solution of pH5, pH7 to carry out the aqueous solution of alternative pH6 respectively, manufacture hair dye compositions, in addition obtain testing sample by the method same with embodiment 1 (dyestuff: Huang 29).Obtain dyeing concentration (K/Sd) and the color (L*, a*, b*) of obtained test sample.Result is as shown in table 5.
[embodiment 5, embodiment 6]
In embodiment 3, embodiment 4, do not use Benzyloxyethoxy ethanol (penetrating agent), in addition obtain testing sample respectively by with embodiment 3, method that embodiment 4 is identical.Obtain dyeing concentration (K/Sd) and the color (L*, a*, b*) of obtained test sample.Result is as shown in table 5.
[table 5]
Embodiment pH Penetrating agent K/Sd L* a* b*
Embodiment 3 5 Have 80.1 71.42 14.09 72.89
Embodiment 4 7 Have 94.5 69.35 19.50 71.66
Embodiment 5 5 - 85.8 69.05 18.05 69.47
Embodiment 6 7 - 100.8 68.02 21.42 70.09
As shown in Table 5, Huang 29 dyeing concentration under pH5, pH7 is all high, for having excellent chromatic dyestuff within the scope of wide pH.In addition we know, though yellow 29 for not using penetrating agent when, dyeing concentration is high, dyestuff that dyeability is also excellent also.
[embodiment 7] (Light Resistance Test)
As dyestuff, use yellow 29, manufacture the hair dye compositions of pH6 with composition table 6 Suo Shi.Use manufactured hair dye compositions, obtain testing sample by the method identical with embodiment 1.For obtained test sample, use xenon long-life weathering tester (longlifefademeter) Light Resistance Test machine (SugaTestInstrumentsCo., Ltd., FAL-25AX-HC-BEC type), illumination radiation illumination 330W/m 2white light 20 hours, obtain the dyeing concentration (K/Sd) before and after test, color (L*, a*, b*) and aberration (Δ E*).It should be noted that, Light Resistance Test carries out under the temperature of test sample is the condition of 60 ~ 66 DEG C.Result is as shown in table 7.
[table 6]
Composition name Composition ratio (quality %)
Dyestuff 0.2
Benzyl alcohol 8
Ethanol 8
Water+pH adjusting agent Residue
Amount to 100
[comparative example 4]
As dyestuff, use yellow 57 to substitute yellow 29, in addition obtain testing sample by the method identical with embodiment 7.For obtained test sample, carry out Light Resistance Test similarly to Example 7, obtain the dyeing concentration (K/Sd) before and after test, color (L*, a*, b*) and aberration.Result is as shown in table 7.
[table 7]
As shown in Table 7, Huang 29 is the dyestuff of little, the fast light fastness excellence of aberration.On the other hand, the aberration of yellow 57 is large, be 10.2, and fast light fastness is low.
[embodiment 8 ~ embodiment 10]
As dyestuff, use yellow 29, red 51 and blue 75 these three kinds of colors, respectively based on the cooperation composition shown in table 8, manufacture the hair dye compositions of pH6.Use manufactured hair dye compositions, obtain testing sample by the method identical with embodiment 1.For each test sample, use spectrocolorimeter to measure color, obtain dyeing concentration (K/Sd) and color (L*, a*, b*).Result is as shown in table 8.
[table 8]
As shown in Table 8, by coordinating red 51 and blue 75 in yellow 29, can dye as dark brown ~ black (light brown ~ naturally black).
[embodiment 11 ~ embodiment 13]
As dyestuff, use yellow 29, red 51 and blue 75 these three kinds of colors, manufacture the hair dye compositions of the colloidal of pH6 with composition table 9 Suo Shi.Measure manufactured hair dye compositions 2g, be spread evenly across people's poliosis (100%, Beaulaxcoltd, goods number BM-W-A) 1g, dye 20 minutes at 45 DEG C.The flowing water of 15 ~ 25 DEG C (, about 1 minute) are washed in obtained hair dyeing, after soaping under aforementioned soaping condition, carry out washing the flowing water of 15 ~ 25 DEG C (, about 1 minute), carry out natural drying under room temperature (about 20 DEG C), obtain thus testing sample.For each test sample, use spectrocolorimeter to measure color, obtain dyeing concentration (K/Sd) and color (L*, a*, b*).Result is as shown in table 9.
[table 9]
As shown in Table 9, by except yellow 29, also coordinate red 51 and blue 75, even the gel type of practicality, also can dye as dark brown ~ black (light brown ~ naturally black).
The present invention is illustrated with reference to specific embodiment in detail, in addition, but add while the spirit and scope of the present invention can not be departed from various correction, change be apparent to those skilled in the art.
The Japanese patent application 2013-126630 that the application applied for based on June 17th, 2013, its content is introduced in this as reference.
utilizability in industry
Hair dyeing dyestuff of the present invention containing compound general formula (I) Suo Shi, separately or by coordinating with the dye of positive ion in the past, the yellow ~ black system of standard of the keratin fiber of the hair of people etc. can being mixed colours to.In addition, this hair dyeing dyestuff is the hair dyeing dyestuff with high dyeability and good fast light fastness, particularly shampoo fastness excellence, therefore can provide cheap and equalization is good, the hair dye composition of the tone of wide region.

Claims (7)

1. a hair dyeing dyestuff, it contains the compound shown in following general formula (I),
In formula, R 1, R 2and R 3represent that the carbon number of hydrogen atom, straight or branched be the alkyl of 1 ~ 6 or the carbon number of straight or branched is the alkoxyl of 1 ~ 6 independently of one another, An -represent inorganic anion or organic anion.
2. hair dyeing dyestuff according to claim 1, wherein, in described general formula (I), An -for being selected from the inorganic anion in the group that is made up of chloride ion, bromide ion, iodide ion, sulfate ion and phosphate anion; Or the organic anion be selected from the group be made up of monomethyl sulfate ion, single ethyl sulfuric acid radical ion, benzenesulfonate ion, p-methyl benzenesulfonic acid radical ion and tosylate ion.
3. hair dyeing dyestuff according to claim 1 and 2, wherein, in described general formula (I), R 1, R 2and R 3in at least one be the carbon number of straight or branched be the alkyl of 1 ~ 4.
4. the hair dyeing dyestuff according to any one of claims 1 to 3, wherein, in described general formula (I), R 1and R 2it is all methyl.
5. the hair dyeing dyestuff according to any one of Claims 1 to 4, wherein, in described general formula (I), R 1, R 2and R 3be all methyl, An -for chloride ion.
6. a hair dye composition, it contains: the hair dyeing dyestuff according to any one of Claims 1 to 5; Be selected from least one auxiliary agent in the group be made up of wetting agent, sweller, penetrating agent, solvent, pH adjusting agent, surfactant, spice and thickening agent; And water.
7. a hair colouring methods, it uses the hair dye composition described in claim 6.
CN201480034726.5A 2013-06-17 2014-06-10 Compositions and their use to treat complications of aneurysmal subarachnoid hemorrhage Pending CN105324105A (en)

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WO2017197099A1 (en) * 2016-05-12 2017-11-16 L'oreal Methods and compositions for improving the quality and durability of color in artificially colored hair
JP2020033495A (en) 2018-08-31 2020-03-05 保土谷化学工業株式会社 Compound containing basic dye and amino acid, hair dyeing dye, and hair dyeing composition
JP2021134210A (en) 2020-02-27 2021-09-13 保土谷化学工業株式会社 Dye for hair coloration, composition for hair coloration containing the dye, and method for producing the dye

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